Then + Now: ’90s and ’00s Pop Stars Since Their First Music Videos

Arguably the best time period in pop music (and fashion), the ‘90s and early ‘00s gave rise to a wave of talented new artists, from the Princess of Pop Britney Spears and R&B icon Usher, to hopeful teeny boppers like JoJo and Miley Cyrus.

A lot has changed since these artists burst onto the scene, but their entry into the pop canon is cemented forever. Even now, Vanessa Carlton’s piano ditty “A Thousand Miles” remains a constant karaoke favorite, and not a day goes by when we’re not missing Mandy Moore’s sweet-toothed sing-along like candy.

So to feed your nostalgia for the '90s and ‘00s, we’ve gone back in time to show you just how much these pop stars have changed their looks since their first music videos.